Cycling in Boston, MA

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Displaying all 13 results within 100 miles
  1. One of the many historic sites along the Lexington Loop is the Old North Bridge in Concord, MA.
    The Lexington Loop - Cycling

    The Lexington Loop is a very popular and picturesque 30 mile bike route located in Lexington MA .

    Difficulty
    3 of 5 diamonds
    From Downtown
    10.8 miles
    Duration
    3-4 hours.
  2. Duxbury Beach

    Best in the summer months, Duxbury beach offers a fun ride for both families and riders looking for a fantastic beach-town link up.

    Difficulty
    3 of 5 diamonds
    From Downtown
    30.0 miles
    Duration
    Although it would take around an hour to go out and back along the beach, you could spend a whole day hanging out here.
  3. Provincetown Loop

    A classic cycling loop from Boston to the very tip of Cape Cod, with a scenic ferry ride back

    Difficulty
    4 of 5 diamonds
    From Downtown
    49.4 miles
    Duration
    If you camp in the middle this is a two-day trip. Though it can be done in one long day.
  4. The City of Boston Cycling

    Ride around historic downtown Boston and create your own personal tour of the city. Just watch out for those Boston drivers!

    Difficulty
    4 of 5 diamonds
    From Downtown
    0.3 miles
    Duration
    Varies
  5. View from the climb up Mt Wachusett
    Mount Wachusett - Cycling

    A fun ride through inland Massachusetts ascending a 2000ft mountain with views of the Boston skyline.

    Difficulty
    4 of 5 diamonds
    From Downtown
    43.3 miles
    Duration
  6. Lighthouse at Scituate
    South Shore

    Miles and miles of quiet backcountry roads with short hill climbs, ocean views, and historical Pilgram-era attractions.

    Difficulty
    3 of 5 diamonds
    From Downtown
    34.3 miles
    Duration
    Day trips are the most popular outings on the South Shore, though 2-day overnight trips are also fun.
  7. Arnold Arboretum

    The oldest arboretum in the nation. Take a ride around the many trails and hike up Peter's Hill for a beautiful view of Boston.

    Difficulty
    2 of 5 diamonds
    From Downtown
    4.8 miles
    Duration
    Varies
  8. Reservations Ride - Cycling

    A scenic loop that tours some of New England's classic forest terrain.

    Difficulty
    2 of 5 diamonds
    From Downtown
    16.2 miles
    Duration
    2 - 3 hours
  9. Cape Ann Loop

    A roughly 40-mile loop around the coastline of Rockport and Gloucester with beautiful ocean views.

    Difficulty
    4 of 5 diamonds
    From Downtown
    26.7 miles
    Duration
    2-4 hours
  10. Charles River Esplanade

    A beautiful and classic route along Boston's favorite waterway, the Charles River.

    Difficulty
    2 of 5 diamonds
    From Downtown
    1.7 miles
    Duration
    The trail itself is only 3 miles one way, but you could definitely spend a whole day exploring along the trail.
  11. Plum Island Barrier Beach

    A great place for a family ride along a beautiful beach with many great places for food and drink after your adventure.

    Difficulty
    1 of 5 diamonds
    From Downtown
    33.8 miles
    Duration
    The ride will only take about an hour or two, but you can hang out there all day if you want!
  12. Minuteman Bikeway

    A historic 10 mile bike path that runs through 4 cities. It features toilets, establishments for refreshments, and handicap access along the way.

    Difficulty
    1 of 5 diamonds
    From Downtown
    5.2 miles
    Duration
    1-2 Hours
  13. Walden Pond Bike Loop

    A gorgeous 30+ mile route that takes riders on the historic Minuteman Bikeway to Walden Pond and back.

    Difficulty
    5 of 5 diamonds
    From Downtown
    5.2 miles
    Duration
    2-4 hours
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